EP0526251A1 - Inhibiteurs de corrosion - Google Patents

Inhibiteurs de corrosion Download PDF

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Publication number
EP0526251A1
EP0526251A1 EP92307039A EP92307039A EP0526251A1 EP 0526251 A1 EP0526251 A1 EP 0526251A1 EP 92307039 A EP92307039 A EP 92307039A EP 92307039 A EP92307039 A EP 92307039A EP 0526251 A1 EP0526251 A1 EP 0526251A1
Authority
EP
European Patent Office
Prior art keywords
amine derivative
hydrocarbon
compound
formula
carbonyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP92307039A
Other languages
German (de)
English (en)
Other versions
EP0526251B1 (fr
Inventor
P. J. Clewlow
J. A. Haselgrave
N. Carruthers
T. M. O'brien
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nalco Energy Services LP
Original Assignee
Exxon Chemical Patents Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Exxon Chemical Patents Inc filed Critical Exxon Chemical Patents Inc
Publication of EP0526251A1 publication Critical patent/EP0526251A1/fr
Application granted granted Critical
Publication of EP0526251B1 publication Critical patent/EP0526251B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/14—Nitrogen-containing compounds
    • C23F11/145—Amides; N-substituted amides
    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/14—Nitrogen-containing compounds
    • C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S507/00—Earth boring, well treating, and oil field chemistry
    • Y10S507/939—Corrosion inhibitor

Definitions

  • the present invention relates to compounds and compositions which are useful as corrosion inhibitors in oil and gas-field applications, in particular in situations where they may come into contact with the natural environment e.g. by discharge of produced water, and to a method of inhibiting corrosion using these materials.
  • corrosion inhibitors are added to many systems, e.g. cooling systems, refinery units, pipelines, steam generators and oil production units.
  • a variety of corrosion inhibitors are known.
  • GB-A-2009133 describes the use of a composition which comprises an aminecarboxylic acid such as dodecylamine propionic acid, and a nitrogen-containing compound containing an organic hydrophobic group, such as N-(3-octoxypropyl)propylenediamine or a cyclic nitrogen-containing compound such as morpholine, cyclohexylamine or an imidazoline.
  • US 3445441 describes amino-amido polymers which are the reaction product of a polyamine and an acrylate-type compound, which polymers may be cross-linked.
  • the polymers have several uses including use as corrosion inhibitors.
  • a fatty imidazoline and an unsaturated acid, optionally containing further amine groups between the heterocyclic and acid groups, and in which the product contains preferably no primary amino groups and, more preferably no secondary groups, has a lower toxicity to the environment (referred to as ecotoxicity), than many known corrosion inhibitors.
  • the present invention provides compounds which are the product of a condensation reaction between a di- or polyamine and a fatty acid, subsequently reacted with an unsaturated carboxylic acid or halocarboxylic acid, preferably chloro acid.
  • the present invention therefore provides an amine derivative which is a compound of the formula (I): in which R is a C6 ⁇ 20 hydrocarbon; Y is -CO-NH- and n is an integer of 1 to 6; or Y is in which X is an alkylene group of 2 to 6 carbon atoms and n is an integer of 0 to 6; each R1 is independently H, -(CH2)1 ⁇ 4COOH, a C6 ⁇ 20 hydrocarbon or C6 ⁇ 20 hydrocarbon-carbonyl; R2 is H, (CH2)1 ⁇ 4COOH or C6 ⁇ 20 hydrocarbon-carbonyl; the compound containing at least one (CH2)1 ⁇ 4COOH group; or a salt thereof.
  • the hydrocarbon group or groups are from 6 to 20 carbon atoms, may be straight or branched, saturated or unsaturated, and may be aliphatic or may contain 1 or more aromatic groups.
  • the hydrocarbon group is straight chain aliphatic and is saturated or partially unsaturated. It is preferred that the hydrocarbon contains 12 to 20 carbon atoms, and particularly 16 to 20 carbon atoms.
  • R is the hydrocarbon residue of a naturally occurring fatty acid, which is optionally hydrogenated e.g. the residue of caproic, caprylic, capric, lauric, myristic, palmitic, stearic, palmitoleic, oleic, linoleic or linolenic acid.
  • the compounds can be formed from fatty acids which are readily available and in which the fatty portion is a mixture of hydrocarbon groups. For example, coconut oil, beef tallow or tall oil fatty acids are readily available.
  • R may also be derived from naphthenic acid (also called NAPA), a derivative of the petroleum refining process.
  • naphthenic acid also called NAPA
  • the amine derivative may contain a heterocyclic group of the formula
  • X may be an alkylene group of 2 to 6 carbon atoms e.g. ethylene or propylene.
  • the heterocyclic group is imidazoline.
  • X may be straight chain or may be branched, such that the heterocyclic ring is substituted by an alkyl of up to 4 carbon atoms.
  • the derivative of formula I may contain one or more amido groups.
  • R1 in the derivative of formula I is preferably H or a carboxylic acid group of 2 to 5 carbon atoms. Tests currently appear to indicate tertiary groups are less toxic than secondary amino groups, which are in turn less toxic than primary amino groups. If a heterocyclic ring is present the nitrogen atoms in the ring are considered tertiary. In view of the favourable results shown for N-tertiary. In view of the favourable results shown for N-substitution it is preferred that each R1 is a carboxylic acid group.
  • R1 is derived from acrylic acid, in which case R1 in formula I is -CH2CH2COOH.
  • R2 is similarly conveniently derived from acrylic acid and is therefore preferably -CH2CH2COOH or H.
  • the derivative may optionally contain 1 or more alkyl amino groups between the group Y and the group R2.
  • Each amino group may be optionally substituted by an acid group or a C6 ⁇ 20 hydrocarbon or C2 ⁇ 60 hydrocarbon-carbonyl.
  • the derivative contains 2 or 3 amino groups i.e. n is 2 or 3.
  • the C2 ⁇ 6alkyl group linking the group Y and each amino group (if present), may be a straight or branched alkyl group. Conveniently, it is an ethylene, propylene or hexylene group since the starting amines to produce such compounds are either available commercially or can be readily synthesised.
  • the derivative may be present in the form of a salt, for example an alkali metal salt such as sodium or potassium, an alkaline earth metal salt such as magnesium or calcium, or an ammonium salt.
  • a salt for example an alkali metal salt such as sodium or potassium, an alkaline earth metal salt such as magnesium or calcium, or an ammonium salt.
  • Particularly preferred derivatives are those of formula (II): where each R1 is H or (CH2)2COOH.
  • the present invention also provides a method of inhibiting corrosion of a metal by a liquid, preferably in a marine or freshwater environment, which comprises providing in the liquid an amine derivative as defined above.
  • the present invention further provides the use as a corrosion inhibitor in a marine or freshwater environment of an amine derivative as defined above.
  • Use in a marine or freshwater environment is intended to mean use in an environment in which the compound in normal circumstances is likely to come into contact with an area of seawater or freshwater including during the time the compound is acting to inhibit corrosion and after its disposal.
  • the salt if desired may be formed using processes known in the art.
  • the amine derivatives may also be produced by reacting a compound of the formula III as defined above with a compound of the formula V: Q-[(CH2)1 ⁇ 4]-COOH (V) where Q is halogeno, preferably chloro, and optionally forming a salt thereof.
  • the compounds of formula I are made by reacting the compounds of formula III and IV since if the chloro acid is used as a starting material it is generally difficult to remove all the chlorine-containing material from the product, and chlorine-containing compounds can damage the environment.
  • the compound of formula IV is acrylic acid.
  • reaction of compounds of formula III and IV or V may be undertaken by dissolving the compound of formula II in a convenient solvent, e.g. secondary butanol, adding the acid and heating the mixture until the reaction is complete.
  • a convenient solvent e.g. secondary butanol
  • the reaction may be carried out at temperatures of from room temperature up to the reflux temperature of the reaction mixture, typically 60°C to 120°C.
  • the starting compounds of formula III may be synthesised by reacting a fatty acid with an alkyl amine. Suitable fatty acids are those indicated on page 3, with respect to the derivation of R. In particular, tall oil fatty acid (TOFA) and oleic acid are suitable starting materials.
  • the acid and amine initially react to produce an amide i.e. a compound of the formula III in which Y is -CO-NH-.
  • Dehydrolysis of the amide results in cyclisation to give a compound of the formula III in which Y is a heterocyclic ring.
  • An incomplete cyclisation reaction results in a mixture of compounds of formula III in which Y is an amide group and those in which Y is a heterocyclic ring.
  • Some starting material and some mono-, di- or polyamides may also be present, depending on the starting amine in the system. This mixture may be used to produce a successful corrosion inhibitor.
  • the alkyl amine is chosen to give the appropriate heterocyclic ring and/or amide group(s) and, if desired, alkyl amine group attached to the heterocyclic ring or amide.
  • Suitable alkyl amines include e.g. ethylene diamine, diethylenetriamine (DETA), triethylenetetraamine (TETA) and tetraethylenepentamine (TEPA).
  • the reaction of the fatty acid and an alkyl amine may be carried out by heating the reactants in a suitable solvent e.g. an aromatic hydrocarbon.
  • the reaction may be carried out initially at the reflux temperature of the mixture, e.g. 140°C to 180°C, and the temperature may be increased to e.g. 200 to 230°C to form the heterocyclic ring.
  • the present invention also provides a composition suitable for use as a corrosion inhibitor comprising an amine derivative as described above, and a carrier or diluent.
  • the amine derivative may be present in the composition in the form of a solution or dispersion in water and/or an organic solvent.
  • suitable solvents are alcohols such as methanol, ethanol, isopropanol, isobutanol, secondary butanol, glycols and aliphatic and aromatic hydrocarbons.
  • the solubility of the compounds in water can be improved by forming a salt e.g. a sodium, potassium, magnesium or ammonium salt.
  • the amount of active ingredient in the composition required to achieve sufficient corrosion protection varies with the system in which the inhibitor is being used. Methods for monitoring the severity of corrosion in different systems are well known, and may be used to decide the effective amount of active ingredient required in a particular situation.
  • the compounds may be used to impart the property of corrosion inhibition to a composition for use in an oil or gas field application and which may have one or more functions other than corrosion inhibition, e.g. scale inhibition.
  • the derivatives will be used in amounts of up to 1000 ppm, but typically within the range of 1 to 200 ppm.
  • the derivatives may be used in combination with known corrosion inhibitors, although to achieve the low ecotoxicity which is desirable, it is preferred that the composition contains only corrosion inhibitors which have low ecotoxicity.
  • compositions may contain other materials which it is known to include in corrosion inhibiting compositions e.g. scale inhibitors and/or surfactants. In some instances, it may be desirable to include a biocide in the composition.
  • compositions may be used in a variety of areas in the gas and oil industry. They can be used in primary, secondary and tertiary oil recovery and be added in a manner known per se. Another technique in primary oil recovery where they can be used is the squeeze treating technique, whereby they are injected under pressure into the producing formation, are adsorbed on the strata and desorbed as the fluids are produced. They can further be added in the water flooding operations of secondary oil recovery as well as be added to pipelines, transmission lines and refinery units.
  • the amine derivatives have been found to be effective corrosion inhibitors under sweet, sweet/sour, brine and brine/hydrocarbon oil field conditions. Toxicity testing has also shown them to be of a lower toxicity to marine organisms than other existing oil field corrosion inhibitors.
  • the following examples illustrate the stages in production of a heterocyclic derivative.
  • reaction temperature was raised to reflux (about 100°C).
  • the reaction was monitored to completion using thin layer chromatography (TLC). (1:1 acetone/heptane, silica gel plate, I2 development).
  • the LPR "bubble test" apparatus consists of several 1 litre cylindrical Pyrex glass vessels. Brine (800 ml) is added to each pot and carbon dioxide gas bubbled into the system whilst heating to 80°C. After oxygen has been removed (e.g. half an hour at 80°C), cylindrical mild steel probes are inserted into the hot brine and kerosene (200 ml) carefully poured on top of the aqueous phase. Other hydrocarbons e.g. crude oil can be used instead of kerosene. If a "sweet" test is required, the system is now sealed.
  • the toxicity of the compounds was measured by assessing the concentration of each compound required to kill 50% of the microorganism Tisbe Battagliai . This concentration is termed the LC50 and is expressed in mg/l. The results are given in Table 2.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Organic Chemistry (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Lubricants (AREA)
EP92307039A 1991-08-02 1992-08-03 Inhibiteurs de corrosion Expired - Lifetime EP0526251B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB919116684A GB9116684D0 (en) 1991-08-02 1991-08-02 Corrosion inhibitors
GB9116684 1991-08-02

Publications (2)

Publication Number Publication Date
EP0526251A1 true EP0526251A1 (fr) 1993-02-03
EP0526251B1 EP0526251B1 (fr) 1998-10-07

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EP92307039A Expired - Lifetime EP0526251B1 (fr) 1991-08-02 1992-08-03 Inhibiteurs de corrosion

Country Status (9)

Country Link
US (1) US5300235A (fr)
EP (1) EP0526251B1 (fr)
AU (1) AU652065B2 (fr)
CA (1) CA2068179C (fr)
DE (1) DE69227227D1 (fr)
DK (1) DK0526251T3 (fr)
GB (1) GB9116684D0 (fr)
NO (1) NO305964B1 (fr)
NZ (1) NZ243361A (fr)

Cited By (18)

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Publication number Priority date Publication date Assignee Title
EP0593294A1 (fr) * 1992-10-15 1994-04-20 Exxon Chemical Patents Inc. Derivés d'amine comme inhibiteurs de corrosion
GB2319530A (en) * 1996-11-22 1998-05-27 Nalco Exxon Energy Chem Lp Corrosion inhibitor comprising a mercaptocarboxylic acid
FR2759093A1 (fr) * 1997-02-05 1998-08-07 Ceca Sa Polymethylenepolyamine dipropionamides comme inhibiteurs non ecotoxiques de la corrosion carbonique du fer
US5939362A (en) * 1995-03-27 1999-08-17 Nalco/Exxon Energy Chemicals, L.P. Enhanced corrosion protection by use of friction reducers in conjuction with corrosion inhibitors
US6077460A (en) * 1996-07-17 2000-06-20 Basf Aktiengesellschaft Corrosion inhibition
WO2001036713A1 (fr) * 1999-11-18 2001-05-25 Champion Technologies Inc. Compositions inhibitrices
EP1043423A3 (fr) * 1999-04-09 2002-03-06 Champion Technologies, Inc. Inhibiteurs de la corrosion peu toxiques pour l'environnement
GB2394224A (en) * 1998-11-09 2004-04-21 Nalco Exxon Energy Chem Lp Zwitterionic water soluble quartenized imidazole compound as a corrosion inhibitor
WO2009076258A1 (fr) * 2007-12-07 2009-06-18 Nalco Company Composés bis-quaternaires respectueux de l'environnement pour inhiber la corrosion et éliminer les dépôts hydrocarbonés dans des applications relatives au pétrole et au gaz
FR2935972A1 (fr) * 2008-09-18 2010-03-19 Ceca Sa Inhibiteurs de corrosion peu toxiques et biodegradables.
WO2016092010A1 (fr) * 2014-12-11 2016-06-16 Clariant International Ltd Composition inhibitrice liquide, son procédé de préparation et son utilisation dans le cadre de la lutte contre la corrosion par la saumure lourde
US9534300B2 (en) 2014-06-04 2017-01-03 Ecolab Usa Inc. Water soluble substituted imidazolines as corrosion inhibitors for ferrous metals
US10035757B2 (en) 2010-06-03 2018-07-31 Instituto Mexicano Del Petroleo Amino and imino propionic acids, process of preparation and use
US10221368B2 (en) 2015-07-27 2019-03-05 Instituto Mexicano Del Petroleo Method of inhibiting corrosion using a corrosion inhibitor derived from vegetable oils
US10519360B2 (en) 2014-12-11 2019-12-31 Clariant International Ltd. Liquid inhibitor composition and a method for its preparation and application as a heavy brine corrosion control
US10526873B2 (en) 2014-05-16 2020-01-07 Multi-Chem Group, Llc Tagged corrosion inhibitors for use in subterranean operations
US10611951B2 (en) 2014-12-11 2020-04-07 Clariant International Ltd. Liquid inhibitor composition and a method for its preparation and application as a heavy brine corrosion control
US12385143B2 (en) 2021-08-05 2025-08-12 Ecolab Usa Inc. Corrosion inhibitor for mitigating alkaline carbonate stress corrosion cracking

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US5415805A (en) * 1994-02-25 1995-05-16 Betz Laboratories, Inc. Corrosion inhibitor composition and method of use
US5607623A (en) * 1995-03-08 1997-03-04 Donlar Corporation Inhibition of carbon dioxide corrosion of metals
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US5789371A (en) * 1997-04-22 1998-08-04 Rhodia Inc. Amphoteric surfactants having multiple hydrophobic and hydrophilic groups
US5993693A (en) 1998-11-09 1999-11-30 Nalco/Exxon Energy Chemicals, L.P. Zwitterionic water-soluble substituted imine corrosion inhibitors
US6303079B1 (en) 1999-03-15 2001-10-16 Nalco/Exxon Energy Chemicals, L.P. Corrosion inhibitor compositions
US6448411B1 (en) 1999-03-15 2002-09-10 Ondeo Nalco Energy Services, L.P. Corrosion inhibitor compositions
US6488868B1 (en) * 1999-03-15 2002-12-03 Ondeo Nalco Energy Services, L.P. Corrosion inhibitor compositions including quaternized compounds having a substituted diethylamino moiety
US20040159415A1 (en) * 2003-02-18 2004-08-19 Huntsman Petrochemical Corporation Paper products softening compositions
US7057050B2 (en) * 2003-04-11 2006-06-06 Nalco Energy Services L.P. Imidazoline corrosion inhibitors
US7005087B2 (en) * 2003-12-30 2006-02-28 Nalco Energy Services, L.P. Composition and method for preventing fouling in (meth)acrylic acid processes
US8999315B2 (en) * 2004-07-15 2015-04-07 Nalco Company Bis-quaternary ammonium salt corrosion inhibitors
US20080308770A1 (en) * 2007-06-14 2008-12-18 Laxmikant Tiwari Mono and bis-ester derivatives of pyridinium and quinolinium compounds as environmentally friendly corrosion inhibitors
US8399386B2 (en) * 2009-09-23 2013-03-19 Nalco Company Foamers for downhole injection
US20110071060A1 (en) * 2009-09-23 2011-03-24 Nguyen Duy T Foamers for downhole injection
US8397805B2 (en) 2010-07-09 2013-03-19 E.I. Du Pont De Nemours And Company Method for pre-treatment of subterranean sites adjacent to water injection wells
US8403040B2 (en) 2010-07-09 2013-03-26 E.I. Du Pont De Nemours And Company Method for pre-treatment of subterranean sites adjacent to water injection wells
US8403041B2 (en) 2010-07-09 2013-03-26 E.I. Du Pont De Nemours And Company Method for pre-treatment of subterranean sites adjacent to water injection wells
US8397806B2 (en) 2010-07-09 2013-03-19 E.I. Du Pont De Nemours And Company Method for pre-treatment of subterranean sites adjacent to water injection wells
US8371378B2 (en) 2010-07-09 2013-02-12 E. I. Du Pont De Nemours And Company Method for pre-treatment of subterranean sites adjacent to water injection wells
US8371377B2 (en) 2010-07-09 2013-02-12 E.I. Du Pont De Nemours And Company Method for pre-treatment of subterranean sites adjacent to water injection wells
US8371376B2 (en) 2010-07-09 2013-02-12 E. I. Du Pont De Nemours And Company Method for pre-treatment of subterranean sites adjacent to water injection wells
US8408292B2 (en) 2010-07-09 2013-04-02 E.I. Du Pont De Nemours And Company Method for pre-treatment of subterranean sites adjacent to water injection wells
US8950494B2 (en) 2010-11-19 2015-02-10 Nalco Company Foamers for downhole injection
US8746341B2 (en) 2011-05-06 2014-06-10 Nalco Company Quaternary foamers for downhole injection
CA2856220C (fr) 2011-11-23 2016-10-11 Saleh H. Al-Mutairi Composition de fracturation a base d'acide biphasee comprenant des inhibiteurs de corrosion et son procede d'utilisation
US20150267113A1 (en) * 2014-03-18 2015-09-24 Baker Hughes Incorporated Dimercaptothiadiazoles to Prevent Corrosion of Mild Steel by Acid Gases in Oil and Gas Products
US9909219B2 (en) * 2014-04-14 2018-03-06 Ecolab Usa Inc. Slurry biocide
EP3237573A1 (fr) 2014-12-22 2017-11-01 Lonza Inc. Compositions d'inhibiteurs de corrosion pour traitements d'acidification
CA3129560A1 (fr) 2020-09-18 2022-03-18 Gumpro Drilling Fluids Pvt. Ltd. Emulsifiant inverse ameliore a utiliser dans les fluides de forage a emulsion inverse

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Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0593294A1 (fr) * 1992-10-15 1994-04-20 Exxon Chemical Patents Inc. Derivés d'amine comme inhibiteurs de corrosion
US5939362A (en) * 1995-03-27 1999-08-17 Nalco/Exxon Energy Chemicals, L.P. Enhanced corrosion protection by use of friction reducers in conjuction with corrosion inhibitors
US6077460A (en) * 1996-07-17 2000-06-20 Basf Aktiengesellschaft Corrosion inhibition
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NZ243361A (en) 1995-02-24
US5300235A (en) 1994-04-05
CA2068179C (fr) 2003-04-08
NO305964B1 (no) 1999-08-23
NO922178D0 (no) 1992-06-02
NO922178L (no) 1993-02-03
AU652065B2 (en) 1994-08-11
DE69227227D1 (de) 1998-11-12
AU2067892A (en) 1993-02-04
EP0526251B1 (fr) 1998-10-07
CA2068179A1 (fr) 1993-02-03
DK0526251T3 (da) 1999-02-15
GB9116684D0 (en) 1991-09-18

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